The best deals on hotels near Chatham High School in Chatham, NY.

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Top 24 Hotels Near Chatham High School
50 Woodbridge Ave Chatham, NY 12037

Berkshire Travelodge

12703 Rte 22 Austerlitz, New York

The journey from Berkshire Travelodge to Chatham High School is a simple commute, an advantage that contributes to a well-rounded and convenient stay.

Lobby zones at Travelodge incorporate vending and simple seating, ensuring convenience and predictable arrival comfort for travelers. All guest rooms feature flat-screen HDTVs, bedside outlets, and Wi-Fi, combining entertainment and connectivity seamlessly. Lobby lounges with murals, seating clusters, and natural light create refreshed brand cues and orientation comfort for guests.

Complimentary breakfast, Wi-Fi, and laundry combine with parking and vending, reinforcing dependable convenience daily.

  Call (855) 233-0132 to book with an agent.
  11.4 miles from Chatham High School

Starting at

$74.99

per night

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Micosta Leisure Inn

3007 County Rd. 20 Hudson, New York

The hotel's sensible regional placement ensures Chatham High School is an easy regional drive away, underscoring its suitability as a hub.

Guests at Micosta Leisure Inn may encounter boutique décor, complimentary refreshments, and staff focused on creating a tailored arrival. Accommodations may provide plush bedding, eclectic décor, and curated amenities that emphasize a personalized boutique experience. Amenities may feature curated art, intimate cocktail bars, and artisanal cafés that emphasize a creative boutique hospitality approach.

A stay often presents complimentary Wi-Fi, laundry service, EV charging, and pet allowances, creating flexible boutique travel support.

  Call (855) 234-5074 to book with an agent.
  15.3 miles from Chatham High School

Starting at

$137.16

per night

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Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge, Massachusetts

The journey from Pleasant Valley Motel West Stockbridge to Chatham High School is a simple commute, an asset that adds to the overall sense of convenience.

Pleasant Valley Motel West Stockbridge often features direct parking, vending corners, and modest desk service that create reliable support for arriving visitors. Each guest room typically features microwaves, compact bathrooms, and Wi-Fi, reinforcing consistent travel support for all visitors. Facilities often provide compact lobbies, vending machines, and modest seating that reinforce simple practicality during visits.

Accommodations often provide Wi-Fi, modest coffee service, vending access, and parking, maintaining functional support for travelers daily.

  Call (855) 234-7135 to book with an agent.
  16.1 miles from Chatham High School

Starting at

$55.99

per night

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The Brooks Motel

2871 New York 23 Hillsdale, New York

In Chatham, The Brooks Motel is situated as a practical base, which creates a sense of calm.

At The Brooks Motel, arrivals may include compact lobbies, vending access, and exterior parking that sustain functional routines each day. Accommodations may provide compact desks, climate control, and cable TV, sustaining reliable daily focus for budget-conscious stays. Shared spaces typically include vending corners, guest laundries, and compact breakfast spaces that maintain reliable daily routines.

Guests may encounter Wi-Fi, vending corners, exterior parking, and pet-friendly allowances, sustaining practical balance during short visits.

  Call (855) 235-0725 to book with an agent.
  16.8 miles from Chatham High School

Starting at

$107.10

per night

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Little Cat Lodge

37 Catamount Rd Copake Falls, New York

From Little Cat Lodge, the easy drive provides access to Chatham High Schoolfor other trips, enhancing the stay.

Arrivals at Little Cat Lodge may present quick desk service, vending access, and complimentary parking to sustain budget-focused travel. Guest rooms often feature climate control, ergonomic seating, and Wi-Fi, helping ensure both comfort and productivity during visits. Shared spaces typically include breakfast rooms, vending access, and laundry spaces that reinforce consistent convenience each day.

Accommodations often highlight Wi-Fi, breakfast counters, vending machines, and laundry rooms, reinforcing daily clarity for travelers.

  Call (855) 239-5277 to book with an agent.
  18.8 miles from Chatham High School

Starting at

$179.99

per night

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voco James Newbury Hudson Valley by IHG

60 South River St Coxsackie, New York

Reaching Chatham High School from voco James Newbury Hudson Valley by IHG is a direct drive, a quality that allows guests to ease into their day's schedule.

The stylish, uncluttered lobbies at a voco hotel offer a chic and calming entry, setting a tone for a relaxing, modern stay. All guest rooms feature complimentary high-speed Wi-Fi and a large smart TV, ensuring guests are well-connected and entertained. A resort-style swimming pool is a main attraction, surrounded by a spacious sundeck with private cabanas and loungers for relaxation.

From bespoke private dining and a kids' club to a destination spa and a resort pool, every moment of the stay is thoughtfully curated.

  Call (855) 239-4019 to book with an agent.
  19.7 miles from Chatham High School

Starting at

$175.99

per night

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Apple Tree Inn

10 Richmond Mountain Rd Lenox, Massachusetts

Within the region, Apple Tree Inn is a practical base, a detail that delivers a simple solution for daily travel to Chatham High School.

Apple Tree Inn often greets guests with eclectic lobby features, artisanal coffee service, and a relaxed boutique-style reception. Rooms often feature unique furnishings, artisanal décor, and spa-style bathrooms that reflect boutique character and comfort. Shared spaces typically present eclectic interiors, small dining rooms, and stylish lounges for a boutique-focused guest retreat.

A stay may include complimentary Wi-Fi, laundry service, yoga mats, and boutique breakfast, sustaining guest routines with convenience.

  Call (855) 234-7135 to book with an agent.
  20.1 miles from Chatham High School

Starting at

$181.99

per night

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St. Charles Hotel

16 Park Place Hudson, New York

For those making an easy regional drive, St. Charles Hotel is a sensible base for accessing Chatham High School and the surrounding area.

St. Charles Hotel often provides efficient check-in, modest lobby seating, and nearby parking, helping guests start visits with ease. Guest rooms may include curated décor, hardwood floors, and premium bedding that create a comfortable and stylish overnight experience. Facilities may highlight compact lobbies, vending machines, and breakfast corners that provide guests with clarity during their visits.

A visit may feature Wi-Fi, laundry access, continental breakfast, and parking, reflecting the consistent focus of budget accommodations.

  Call (855) 239-5277 to book with an agent.
  20.7 miles from Chatham High School

Starting at

$189.00

per night

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Hudson Whaler

542 Warren St Hudson, New York

For a visit where an easy drive is key, Hudson Whaler is a practical base, making travel a manageable part of the day.

At Hudson Whaler, arrivals may highlight a simple front desk, self-serve coffee, and accessible parking arranged for daily routines. Accommodations often feature compact seating areas, work surfaces, and Wi-Fi, providing convenience for both rest and daily routines. Public areas often showcase vending access, modest seating, and laundry rooms that maintain functional routines for budget travelers.

Guests may encounter Wi-Fi, compact breakfast areas, vending corners, and laundry support, supporting clear routines during each stay.

  Call (855) 233-0132 to book with an agent.
  20.9 miles from Chatham High School

Starting at

$233.99

per night

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The Little Lion

506 Stockbridge Road Great Barrington, Massachusetts

From The Little Lion, Chatham High School is within driving reach, a detail that enhances the feeling of being well-situated.

At The Little Lion, arrivals may highlight personalized greetings, unique décor, and complimentary lobby tea or coffee service. Guest rooms may include refined bedding, curated minibars, and locally inspired décor that highlight a stylish boutique retreat. Facilities may showcase artisanal coffee shops, curated lounges, and cocktail bars that reinforce a boutique-oriented experience.

Accommodations often present Wi-Fi, bike rentals, self-serve markets, and laundry facilities, ensuring flexibility across boutique visits.

  Call (855) 236-8982 to book with an agent.
  20.9 miles from Chatham High School

Starting at

$159.99

per night

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The Red Lion Inn

30 Main Street Stockbridge, Massachusetts

For a trip to the area, The Red Lion Inn's location as a sensible base is a fundamental aspect of its appeal.

The pet program at Red Lion hotels offers a warm welcome with amenities like plush beds and special treats for animal guests. Every detail in the room is intentionally placed to create a sense of chic, curated style, from the lighting to the hardware. The hotel bar and lounge serves as a cozy social hub, inviting guests to gather and enjoy a craft beer or a classic cocktail.

Between the free hot breakfast, the on-site restaurant, an indoor pool, and in-room microwaves, guests enjoy many home-like comforts.

  Call (855) 239-5277 to book with an agent.
  20.9 miles from Chatham High School

Starting at

$577.99

per night

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Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington, Massachusetts

In the Chatham region, Travelodge by Wyndham Great Barrington Berkshires's role as a sensible base lets guests commute easily to Chatham High School before their stay.

Reception at Travelodge remains brightly lit and clearly marked, helping guests complete arrivals with confidence and consistency. Suites provide sofa seating, larger layouts, and multiple TVs, creating flexible accommodations for families or groups traveling together. Business centers with Wi-Fi, printers, and computers provide functional tools for guests who need productivity support while away.

Pet policies, Wi-Fi, and breakfast service pair with parking and vending, supporting families with clarity across their stays.

  Call (855) 233-0132 to book with an agent.
  21.1 miles from Chatham High School

Starting at

$76.99

per night

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Nautical Nest

12 City Hall Pl Hudson, New York

The journey from Nautical Nest to Chatham High School is a direct drive, a benefit that helps frame a convenient and well-organized stay.

Guests at Nautical Nest may encounter quick reception, vending options, and complimentary parking for practical and budget arrivals. Rooms may provide premium linens, accent décor, and in-room coffee stations that support a balanced and comfortable stay. Shared spaces may present vending machines, compact breakfast rooms, and modest lobbies that support clear and practical travel ease.

A stay often presents Wi-Fi, modest breakfast, vending machines, and laundry facilities, maintaining practical convenience for guests.

  Call (855) 235-0725 to book with an agent.
  21.1 miles from Chatham High School

Starting at

$118.99

per night

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The Nest Hudson

330 Union St Hudson, New York

As a sensible base, The Nest Hudson is a core aspect that enhances the freedom of the guest.

Guests at The Nest Hudson often find cozy lobby lounges, curated interiors, and staff offering a warm boutique-style welcome. Accommodations often present eclectic design elements, plush bedding, and boutique bathrooms that enhance a personalized stay. Amenities often highlight farm-to-table restaurants, art-filled lounges, and co-working spaces that emphasize boutique personality.

A visit may highlight complimentary Wi-Fi, artisanal breakfast, EV charging, and laundry service, supporting consistency for travelers.

  Call (855) 239-4019 to book with an agent.
  21.2 miles from Chatham High School

Starting at

$112.99

per night

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The Amelia

339 Allen St Hudson, New York

For guests in the Chatham region, The Amelia is a sensible base, a location that makes for an unhurried start to the day.

The Amelia typically features straightforward check-in, compact lobby areas, and nearby parking aligned with budget convenience. Each guest room typically highlights plush bedding, modest seating, and climate control, helping travelers recharge after daily activity. Facilities often feature breakfast counters, vending areas, and guest laundries that provide daily convenience for overnight visitors.

Accommodations may include Wi-Fi, guest laundry, breakfast spaces, and parking, helping visitors sustain reliable balance across trips.

  Call (855) 234-5074 to book with an agent.
  21.3 miles from Chatham High School

Starting at

$458.99

per night

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Hudson Mariner

26 Warren St Hudson, New York

The benefit of using Hudson Mariner as a practical base makes it into a smart choice before the drive to Chatham High School.

Hudson Mariner may provide arrivals with artisanal touches, locally inspired décor, and complimentary refreshments for guests. Rooms may showcase artisanal furnishings, premium linens, and curated amenities for a stylish and boutique-style impression. Shared spaces may provide stylish bars, curated interiors, and cozy lounges designed to create a refined boutique-style impression.

Guests may enjoy Wi-Fi, yoga mats, laundry access, and pet-friendly policies, balancing boutique individuality with modern convenience.

  Call (855) 233-7850 to book with an agent.
  21.3 miles from Chatham High School

Starting at

$217.99

per night

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Hudson Navigator

251 Allen St Hudson, New York

For guests in the Chatham region, Hudson Navigator is a convenient base, a spot that makes for a hassle-free start to the day.

Arrivals at Hudson Navigator may include efficient desk service, self-serve beverages, and on-site parking to simplify travel routines. Accommodations may include tasteful décor, compact layouts, and rainfall showers that reinforce a polished yet practical atmosphere. Shared spaces typically provide modest lobbies, vending access, and laundry facilities that emphasize reliable travel routines daily.

A visit may highlight Wi-Fi, vending access, modest breakfast, and guest laundries, giving travelers consistent routines during stays.

  Call (855) 235-6136 to book with an agent.
  21.3 miles from Chatham High School

Starting at

$183.99

per night

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The Wick Hudson, a Tribute Portfolio Hotel

41 Cross Street Hudson, New York

For guests in the Chatham region, The Wick Hudson, a Tribute Portfolio Hotel is a sensible base, a spot that makes for a graceful start to any day.

Tribute Portfolio emphasizes rituals of care with lobby beverage service and welcome treats, gestures that highlight attentiveness daily. Each guest room includes smart TVs, lounge seating, and coffee makers, balancing entertainment, rest, and convenience daily. In the rooftop bar, cocktails, lighting, and lounge seating combine to create premium hubs that balance social connection and style.

Amenities such as spas, pet-friendly policies, rooftop bars, and Wi-Fi support routines while adding daily wellness and flexibility.

  Call (855) 233-0132 to book with an agent.
  21.5 miles from Chatham High School

Starting at

$221.99

per night

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Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington, Massachusetts

The easy regional drive from Holiday Inn Express Hotel & Suites Great Barrington by IHG to Chatham High School in Chatham guarantees guests have a pleasant option for their daily travel.

Holiday Inn Express lobbies use bright finishes and functional layouts, setting consistent first impressions across the entire brand. Guest rooms provide flat-screen HDTVs, bedside USB ports, and ergonomic chairs, blending comfort with functional convenience. Meeting rooms designed with lighting control, AV setups, and flexible seating layouts support professional gatherings with clarity.

Complimentary breakfast, reliable Wi-Fi, and pet accommodations pair with pools and laundry, supporting extended stays with care.

  Call (855) 233-0132 to book with an agent.
  21.8 miles from Chatham High School

Starting at

$132.99

per night

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Quality Inn

372 Main Street Great Barrington, Massachusetts

For a trip to the area, Quality Inn's location as a convenient base is a central part of its appeal to travelers.

Quality Inn positions charging hubs and seating clusters near the desk so companions regroup and charge devices while keys are prepared. Standard rooms often include a compact coffee maker, microwave, and fridge so medication and quick breakfasts remain accessible at any hour. Club lounges, where offered, layer quieter seating, light refreshments, and work nooks that let small groups plan or unwind with modest privacy.

With shaded terraces, lounge seating, and coffee points, small groups find calm corners to plan, meet, or unwind between sessions on property.

  Call (855) 235-0725 to book with an agent.
  22.1 miles from Chatham High School

Starting at

$81.99

per night

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Monument Mountain Motel

247 Stockbridge Rd Great Barrington, Massachusetts

The inherent advantage of Monument Mountain Motel in Chatham is its role as a convenient base, keeping Chatham High School within driving reach.

Guests at Monument Mountain Motel may find vending machines, modest desk service, and direct-to-room parking that reinforce daily guest convenience. Guest rooms often highlight Wi-Fi, compact seating, and modest bathrooms, helping maintain practical balance for each guest routine. Facilities may showcase modest lobbies, vending machines, and laundry areas that emphasize no-frills travel support for guests.

A visit may feature Wi-Fi, vending machines, compact laundry rooms, and parking, sustaining reliable clarity across daily travel routines.

  Call (855) 239-5277 to book with an agent.
  22.1 miles from Chatham High School

Starting at

$95.00

per night

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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires

249 Stockbridge Rd Great Barrington, Massachusetts

This practical base from Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires helps guests to feel more in control of their schedule in the Chatham area.

Fairfield Inn positions tall counters with seating and nearby outlets to support brief collaboration or solo work while waiting for room access. All guest rooms highlight soft bedding, blackout curtains, and quiet HVAC, delivering restful environments that prepare travelers for tomorrow. Breakfast sections present cereals, hot items, and pastries with coffee, letting families establish consistent morning routines together.

Amenities like a 24/7 Market, self-parking, complimentary Wi-Fi, and business centers create convenience that helps balance productivity and leisure.

  Call (855) 236-8982 to book with an agent.
  22.1 miles from Chatham High School

Starting at

$199.99

per night

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The Whitlock

16 Church St Lenox, Massachusetts

This practical base from The Whitlock allows guests to feel more in control of their schedule in the Chatham area.

The Whitlock often presents modest reception counters, vending machines, and available parking that emphasize budget practicality. Guest rooms often feature premium bedding, climate control, and streaming-enabled TVs, promoting both rest and entertainment during stays. Facilities may include vending machines, compact seating, and breakfast corners that reinforce straightforward experiences for guests.

Guests may enjoy Wi-Fi, compact breakfast corners, vending machines, and laundry support, reinforcing practicality across overnight visits.

  Call (855) 234-5074 to book with an agent.
  22.8 miles from Chatham High School

Starting at

$172.99

per night

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Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic St Pittsfield, Massachusetts

Because Best Western Plus Berkshire Hills Inn & Suites is a practical base, guests can appreciate a low-key journey before their day begins.

Lobby coffee or hydration points may be offered by Best Western, providing small resets that help late arrivals settle before elevators. Guest rooms, with blackout window treatments, pillow choices, and quiet HVAC, align sleep routines to personal habits after long days. The bar or lounge, where present, offers appetizers and table service, creating a modest social anchor without shifting focus from plans.

With housekeeping service, guest laundry, Wi-Fi, and in-room safes, routines maintain order while valuables and schedules stay easy to manage.

  Call (855) 234-2997 to book with an agent.
  23.3 miles from Chatham High School

Starting at

$114.99

per night

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